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C2175

(Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide

≥97% (HPLC), powder

Synonym(s):

CCK-8, Cholecystokinin octapeptide, Pancreozymin C-terminal octapeptide, Sincalide

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About This Item

Empirical Formula (Hill Notation):
C49H62N10O16S3
CAS Number:
25126-32-3
Molecular Weight:
1143.27
UNSPSC Code:
51111800
NACRES:
NA.32
PubChem Substance ID:
24892470
EC Number:
246-639-0
Beilstein/REAXYS Number:
5231801
MDL number:
MFCD00079849
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Quality Level

200

assay

≥97% (HPLC)

form

powder

UniProt accession no.

P06307, P30551, P30553

storage temp.

−20°C

SMILES string

CSCC[C@H](NC(=O)[C@H](Cc1ccc(OS(O)(=O)=O)cc1)NC(=O)[C@@H](N)CC(O)=O)C(=O)NCC(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)NC(CCSC)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](Cc4ccccc4)C(N)=O

InChI

1S/C49H62N10O16S3/c1-76-18-16-34(55-47(69)37(58-44(66)32(50)23-41(61)62)21-28-12-14-30(15-13-28)75-78(72,73)74)45(67)53-26-40(60)54-38(22-29-25-52-33-11-7-6-10-31(29)33)48(70)56-35(17-19-77-2)46(68)59-39(24-42(63)64)49(71)57-36(43(51)65)20-27-8-4-3-5-9-27/h3-15,25,32,34-39,52H,16-24,26,50H2,1-2H3,(H2,51,65)(H,53,67)(H,54,60)(H,55,69)(H,56,70)(H,57,71)(H,58,66)(H,59,68)(H,61,62)(H,63,64)(H,72,73,74)/t32-,34-,35?,36-,37-,38-,39-/m0/s1

InChI key

IZTQOLKUZKXIRV-IVVJSLGPSA-N

Gene Information

human ... CCK(885)
rat ... Cckar(24889), Cckbr(25706)

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This Item
T6515H6894C2901
(Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide ≥97% (HPLC), powder

Sigma-Aldrich

C2175

(Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide

Cholecystokinin Fragment 30-33 Amide ≥95% (HPLC)

Sigma-Aldrich

T6515

Cholecystokinin Fragment 30-33 Amide

[Tyr(SO3H)63]-Hirudin Fragment 54-65 ≥95% (HPLC)

Sigma-Aldrich

H6894

[Tyr(SO3H)63]-Hirudin Fragment 54-65

Cholecystokinin (CCK) Fragment 26-33 Amide, Non-sulfated ≥95% (HPLC), powder

Sigma-Aldrich

C2901

Cholecystokinin (CCK) Fragment 26-33 Amide, Non-sulfated

assay

≥97% (HPLC)

assay

≥95% (HPLC)

assay

≥95% (HPLC)

assay

≥95% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Gene Information

human ... CCK(885)
rat ... Cckar(24889), Cckbr(25706)

Gene Information

human ... CCK(885)
rat ... Cckbr(25706)

Gene Information

-

Gene Information

human ... CCK(885)

UniProt accession no.

P06307, P30553, P30551

UniProt accession no.

P06307, P30553

UniProt accession no.

-

UniProt accession no.

P06307

General description

(Tyr[SO3H]27)Cholecystokinin fragment 26-33 amide is a sulfated cholecystokinin(CCK) octapeptide[1] derived from the proCCK.[2] It is present in plasma and endocrine cells.[2]

Application

(Tyr[SO3H]27)Cholecystokinin fragment 26-33 amide has been used to test its effects:
  • to study its effects on β5i/LMP7 immunoproteasome subunit in pancreatitis[3]
  • on gastric emptying,food intake and c-Fos immunoreactivity in small litter (SL) and normal litter (NL) rats[1]
  • on the intestine and gallbladder motility in fish Ballan Wrasse[4]

Biochem/physiol Actions

(Tyr[SO3H]27)Cholecystokinin fragment 26-33 amide activates the cholecystokinin type B receptor and may mediate the blockage of opioid analgesia.[5] It elicits anti-inflammatory effects. It mediates the inhibition on cytokine release, lymphocytes, and macrophages.[2]
Neurotransmitter; predominant form of CCK in CNS and gastrointestinal tract; may play a role in satiety.

Other Notes

C-Terminal octapeptide of cholecystokinin

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000535078
0000535078
0000484337
0000478834
0000478834

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Global Trade Item Number

SKUGTIN
C2175-.5MG04061832676302
C2175-5MG04061832676326
C2175-250UG04061832676319
C2175-1MG04061833475270

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